4',4'''-diphenyl-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine | 142608-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4',4'''-diphenyl-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine
• 英文别名: 2,6-Bis<2'-(4'-phenyl)-6',2''-dipyridyl>pyridin；4-phenyl-2-[6-(4-phenyl-6-pyridin-2-ylpyridin-2-yl)pyridin-2-yl]-6-pyridin-2-ylpyridine
• CAS: 142608-58-0
• 化学式: C₃₇H₂₅N₅
• 分子量: 539.639
• InChiKey: OKPUORPVGMJFMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 4',4'''-diphenyl-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine 在 copper(II) acetate 作用下， 以 甲醇 为溶剂， 以60-80的产率得到
  参考文献：
  名称：

  Mono- and di-nuclear helical complexes of 2,2′:6′,2″:6″,2‴:6‴,2â�—-quinquepyridine (qpy) and its 4′,4‴-disubstituted derivatives; crystal and molecular structures of [Co(bcpqpy)(H₂O)(MeOH)][PF₆]₂and [Ni₂(bmtqpy)₂(O₂CMe)][PF₆]₃[bcpqpy and bmtqpy = bis(p-chlorophenyl) and bis(methylthio) derivatives]

  摘要：

  A series of substituted 2,2':6',2'':6'',2''':6''',2'''-quinquepyridine ligands has been prepared and its co-ordination chemistry investigated. The presence of substituents on the ligand does not alter the co-ordination chemistry, and double-helical complexes of 2:2 metal: ligand stoichiometry are obtained with nickel(II) and copper. Cobalt(II) can form either 1 :1 or 2:2 solid-state species, but in solution only mononuclear seven-co-ordinate complex ions are present. The crystal and molecular structures have been determined for the mononuclear complex [Co(bcpqpy)(H2O)(MeOH)][PF6]2 [bcpqpy = 4',4'''-bis(p-chlorophenyl)-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine] [monoclinic, space group P2(1)/a,a = 17.441 (4), b = 11.765(4), c = 20.402(6) angstrom, beta = 105.24(2)-degrees, Z = 4, R = 0.085, R' = 0.0766] and the double-helical complex [Ni2(bmtqpy)(O2CMe)][PF6]3 [bmtqpy=4',4'''-bis(methylthio)-2,2':6',2'':6'',2''':6''',2'''-quinquepyridine] [orthorhombic, space group Pnna, a = 16.916(17), b = 25.661(25), c = 16.054(14) angstrom, Z = 4, R = 0.086, R' = 0.088].

  DOI：

  10.1039/dt9930001947

文献信息

• Highly cytotoxic iron(ii) complexes with pentadentate pyridyl ligands as a new class of anti-tumor agents
  作者：Ella Lai-Ming Wong、Guo-Su Fang、Chi-Ming Che、Nianyong Zhu

  DOI：10.1039/b507687k

  日期：——

  The iron(II) complexes 1a and 2 with pentadentate pyridyl ligands are stable under physiological conditions and exhibit higher cytotoxicities toward a series of human carcinoma cell lines than cisplatin; 1a can significantly increase intracellular oxidant levels, cleave supercoiled plasmid DNA in vitro without addition of a reductant and induce apoptotic cell death in human cervical epithelioid carcinoma cells (HeLa) as observed in flow cytometric studies.

  与顺铂相比，带有五价吡啶配体的铁（II）配合物 1a 和 2 在生理条件下非常稳定，而且对一系列人类癌细胞株具有更高的细胞毒性；1a 能显著提高细胞内氧化剂的水平，在体外裂解超卷曲质粒 DNA 而无需添加还原剂，并能诱导人宫颈上皮样癌细胞（HeLa）中的细胞凋亡，流式细胞仪研究也观察到了这一点。
• Ruthenium complexes of 2,2′ : 6′,2″ : 6″,2‴ : 6‴,2⁗-quinquepyridine (qpy) and its derivatives
  作者：Edwin C Constable、Juliet V Walker

  DOI：10.1016/s0277-5387(98)00072-2

  日期：1998.8

  Abstract Ruthenium (II) complexes of 2,2′ :6′,2″ :6″,2‴ :6‴,2⁗-quinquepyridine ligands have been prepared and two series of complexes have been isolated. The first series consists of dinuclear double helical species of stoichiometry [Ru 2 L 2 Cl 2 ] [PF 6 ] 2 in which one ruthenium centre is coordinated to two 2,2′ :6′,2″-terpyridine domains of two 2,2′ :6′,2″ :6″,2‴ :6‴, 2⁗-quinquepyridine ligands

  摘要制备了2,2'：6'，2“：6”，2‴：6‴，2⁗-喹que啶配体的钌（II）配合物，并分离出两个系列的配合物。第一个系列由化学计量为[Ru 2 L 2 Cl 2] [PF 6] 2的双核双螺旋物质组成，其中一个钌中心与两个2的两个2,2'：6'，2''-吡啶吡啶结构域配位2′：6′，2″：6″，2′：6′，2′-喹吡啶吡啶配体，第二个与两个氯化物配体一起配位至其余的2，2′-联吡啶配体结构域。第二系列由单核[RuL 2] [PF 6] 2配合物组成，可以看成是前螺旋体。本质上，它们具有与[Ru 2 L 2 Cl 2] [PF 6] 2相同的结构特征，除了RuCl 2单元已被除去。
• The preparation and electrochemistry of complexes of 4′,4‴-diphenyl-2,2′:6′,2″:6″,2‴: quinquepyridine
  作者：E.C. Constable、J. Lewis、M. Schröder

  DOI：10.1016/s0277-5387(00)87171-5

  日期：1982.1
• US7777043B2
  申请人：——

  公开号：US7777043B2

  公开（公告）日：2010-08-17
• Mono- and di-nuclear helical complexes of 2,2′:6′,2″:6″,2‴:6‴,2â�—-quinquepyridine (qpy) and its 4′,4‴-disubstituted derivatives; crystal and molecular structures of [Co(bcpqpy)(H₂O)(MeOH)][PF₆]₂and [Ni₂(bmtqpy)₂(O₂CMe)][PF₆]₃[bcpqpy and bmtqpy = bis(p-chlorophenyl) and bis(methylthio) derivatives]
  作者：Edwin C. Constable、Marcus A. M. Daniels、Michael G. B. Drew、Derek A. Tocher、Juliet V. Walker、Philip D. Wood

  DOI：10.1039/dt9930001947

  日期：——

  A series of substituted 2,2':6',2'':6'',2''':6''',2'''-quinquepyridine ligands has been prepared and its co-ordination chemistry investigated. The presence of substituents on the ligand does not alter the co-ordination chemistry, and double-helical complexes of 2:2 metal: ligand stoichiometry are obtained with nickel(II) and copper. Cobalt(II) can form either 1 :1 or 2:2 solid-state species, but in solution only mononuclear seven-co-ordinate complex ions are present. The crystal and molecular structures have been determined for the mononuclear complex [Co(bcpqpy)(H2O)(MeOH)][PF6]2 [bcpqpy = 4',4'''-bis(p-chlorophenyl)-2,2':6',2'':6'',2''':6''',2''''-quinquepyridine] [monoclinic, space group P2(1)/a,a = 17.441 (4), b = 11.765(4), c = 20.402(6) angstrom, beta = 105.24(2)-degrees, Z = 4, R = 0.085, R' = 0.0766] and the double-helical complex [Ni2(bmtqpy)(O2CMe)][PF6]3 [bmtqpy=4',4'''-bis(methylthio)-2,2':6',2'':6'',2''':6''',2'''-quinquepyridine] [orthorhombic, space group Pnna, a = 16.916(17), b = 25.661(25), c = 16.054(14) angstrom, Z = 4, R = 0.086, R' = 0.088].